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Insurify

Chief Commercial Officer

Insurify, Cambridge, Massachusetts, us, 02140

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Beware of fraudulent activities claiming to represent Insurify. We are not associated with any entities soliciting personal information or payment. The safety of our job seekers is a top priority, and we actively work to prevent such incidents. Insurify will never request sensitive information or payment during the hiring process. Be cautious of text-only interviews, interviews conducted through Microsoft Teams, or suspicious offer letters. Why us? Insurify is one of the America’s fastest-growing FinTech startups and has been recognized by Inc. 5000 as a fast-growing private company in 2023, 2022, and 2021, and by Forbes Fintech 50. We’re changing the way millions of people compare, buy and manage insurance with artificial intelligence, technology, and superior product design. Our vision is to be recognized as the preeminent and most trusted digital agent for insurance comparison, purchase, and management. Our team is critical to achieving this vision and fostering the right culture is essential to our success. Join us if you like MIT alumni founders Female-led startup Strong leadership team with experience from many successful startups around the world We’re hiring a Chief Commercial Officer to own Insurify’s commercial engine end-to-end—partner economics, pricing and yield, performance strategy, RevOps, and lifecycle—delivering profitable, durable growth across consumer and B2B/white-label channels. How you will make an impact Own the numbers:

Net Revenue, Contribution Margin, unit economics, LTV, and forecast accuracy. Lead the commercial engine end-to-end:

Partnerships/Supply, Strategic Demand Partnerships, Proprietary Products & Monetization, Pricing & Yield, LTV, Revenue Operations & Analytics, Lifecycle/CRM, Policy & Monetization Experiments, and Agency Operations (Insurify call & service center). Strengthen supply & demand:

Improve carrier economics, state coverage, vertical expansion and B2B partnerships to acquire qualified traffic and monetize it efficiently. Level up conversion:

Partner with the CPO and CTO to ship pricing/ranking experiments, funnel improvements, and raise quote to bind and cumulative contribution margin per visit/user/lead/call. Implement performance management systems : Implement robust KPIs and OKRs to track and enhance company performance. Build the operating system:

Single-source revenue truth model, RevOps dashboards, weekly revenue council cadence, and rigorous experiment governance. Lead & develop talent:

Hire/mentor a high-caliber org, establish comp plans tied to margin gates, and enforce clear goals. Responsibilities Carrier Partnerships:

Commercial ownership of carrier relationships. Develop C-level relationships with carrier partners to grow share of wallet, improve economics (commission, bonuses, incentives), expand state coverage, and drive SLA adherence/compliance. Strategic Partnerships:

Source and scale partners whose brands/audiences drive qualified traffic. Structure co-branded flows, revenue-share models, data-sharing and measurement, and improve partners’ monetization with insurance. Proprietary Products & Monetization:

Manage and expand Insurify’s product portfolio across segments and verticals (e.g., auto, home, renters, bundled). Define packaging/pricing, cross-sell/upsell modules, partner APIs/white-label offerings, and new revenue lines. Agency Operations (Call & Service Center):

Own daily performance of Insurify’s agency/contact center: staffing and WFM, conversion/QC/QA targets, scripting/coaching, compliance, and vendor management. Partner with Product to deploy AI/assist and with Legal/Compliance for controls. Pricing & Yield:

Optimize take rate, prioritization/ranking levers, marketplace incentives, and discount/bonus frameworks; run controlled tests to maximize cumulative contribution margin per visit/user. Revenue Operations & Analytics:

Forecasting, partner reporting, servicing, and analytics. Policy & Monetization Experiments:

Design/run A/B and multivariate tests across quote flows, call routing, incentive structures, and pricing/ranking; enforce guardrails and experiment reviews, in partnership with product, marketing, and engineering. Who you are 15+ years driving revenue in marketplace/fintech/insurtech or adjacent regulated categories; ownership of a $1.0B+ multi-channel P&L. Proven pricing/yield optimization and partner/carrier negotiation track record. Leadership of teams across Partnerships, RevOps/Analytics, and Enterprise/B2B. Data fluency: strong SQL literacy and BI familiarity (Looker/Tableau/Mode); experimentation at scale. Other preferred qualifications: P&C insurance/MGA exposure; contact-center sales leadership; deploying AI/agent assist in sales or QA. Operator-athlete with high judgment; hands-on with data; decisive and accountable; results driven. Builder of VP-level talent; ability to establish clear and concise goals and deliver results; elevates cross-functional execution. Customer-trust oriented; balances growth with compliance and quality. Competitive compensation Generous stock options 401K plan with match Unlimited PTO Generous company holiday calendar Learning & Development Stipends Paid Family Leave Catered lunches in the office We are proud to be

an Equal Employment Opportunity and Affirmative Action employer. Apply for this job * indicates a required field Name Email Phone Resume/CV Education Are you willing and able to work a hybrid schedule with 3 days in our Cambridge office? * Are you legally authorized to work in the United States? * Do you require visa sponsorship to work in the United States? * Voluntary Self-Identification

For government reporting purposes, we ask candidates to respond to the below self-identification survey. Completion of the form is voluntary and will not affect hiring. As an equal opportunity employer, we do not discriminate on the basis of protected status. If you belong to protected veteran or disability categories, you may provide information for compliance purposes. This information is voluntary and confidential. Voluntary Self-Identification of Disability

Form CC-305, OMB Control Number 1250-0005, Expires 04/30/2026 We may collect information to measure diversity and equal opportunity in hiring. This section includes a list of disability categories; completing it is voluntary and confidential. For details, visit the U.S. Department of Labor OFCCP website.

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